Playmate Crystal Harris has decided to put her beautiful gown and stunning shoes from her New Year's Eve nuptials to Hef up for auction.
Rating: 3.6 / 5.0
Not the three you're thinking of, but three girls who have gotten naked for him just the same. Ida Ljungqvist is the newest Playmate of the Year, BT-dubs.
Rating: 3.5 / 5.0
Hef and his ladies smile for the camera. This guy must keep Viagra in business all by himself.
Rating: 3.4 / 5.0
This would be a lot cuter if Hugh Hefner was the grandfather of the Shannon Twins. Instead, he's their lover.
Rating: 3.2 / 5.0
Hugh Hefner and Crystal Harris are married! Send in your best wishes to the couple now.
Rating: 3.2 / 5.0
The Playboy boss pats his top girlfriend on the (pregnant?) belly. This rumor proved to be false, as Holly Madison was never knocked up.
Rating: 3.1 / 5.0
In regular clothes, that is. Dude normally wears pajamas, or probably less when he gets naked with his many girlfriends. But here, he almost looks like a regular old guy! Almost.
Rating: 3.0 / 5.0
Aubrey O'Day and Hugh Hefner look thrilled to be hanging out at this Playboy party, don't they? It's okay to smile, guys.
Rating: 3.0 / 5.0

Hugh Hefner Biography

Holly and Hugh
Hugh Henfer is the envy of millions of men around the world. Despite not being close to a spring chicken, the Playboy founder has a... More »
Chicago, Illinois
Full Name
Hugh Marston Hefner